TY - JOUR
T1 - Crystal structure, dissociation and zwitterion formation in 2,6‐diaryl‐1(3)‐oxo‐3(1)‐hydroxy‐5(7)‐imino‐7(5)‐amino‐1 H,5H‐(3‐H,7H)‐pyrazolo[1,2‐a]pyrazoles
AU - Zvilichovsky, Gury
PY - 1988
Y1 - 1988
N2 - Single crystal X‐ray analysis and quaternization of 2,6‐diphenyl‐1(3)‐oxo‐3(1)‐hydroxy‐5(7)‐imino‐7(5)‐1H,‐5H[3H,7H)‐pyrazolo[1,2‐a]pyrazole is described. The dissociation constants are determined and compared with those of 4‐phenyl‐1,2‐dimethyl‐3(5)‐oxo‐5(3)‐hydroxypyrazole and 4‐phenyl‐3,5‐diaminopyrazole. The quaternization of the latter compound is also described. The influence of electron donating substituents at the cationic moiety on the electronic spectra of such paraionic systems is discussed. The title products exist in the solid state as zwitterions and probably as covalent species in solution.
AB - Single crystal X‐ray analysis and quaternization of 2,6‐diphenyl‐1(3)‐oxo‐3(1)‐hydroxy‐5(7)‐imino‐7(5)‐1H,‐5H[3H,7H)‐pyrazolo[1,2‐a]pyrazole is described. The dissociation constants are determined and compared with those of 4‐phenyl‐1,2‐dimethyl‐3(5)‐oxo‐5(3)‐hydroxypyrazole and 4‐phenyl‐3,5‐diaminopyrazole. The quaternization of the latter compound is also described. The influence of electron donating substituents at the cationic moiety on the electronic spectra of such paraionic systems is discussed. The title products exist in the solid state as zwitterions and probably as covalent species in solution.
UR - http://www.scopus.com/inward/record.url?scp=84986513607&partnerID=8YFLogxK
U2 - 10.1002/jhet.5570250506
DO - 10.1002/jhet.5570250506
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AN - SCOPUS:84986513607
SN - 0022-152X
VL - 25
SP - 1301
EP - 1305
JO - Journal of Heterocyclic Chemistry
JF - Journal of Heterocyclic Chemistry
IS - 5
ER -